(+)-(S_S)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)methyl-2-methylpropyl]-S-(cyclopent-1-en-1-ylmethyl)-S-(4-methylphenyl)sulfoximide

Base Information

• Chemical Name: (+)-(S_S)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)methyl-2-methylpropyl]-S-(cyclopent-1-en-1-ylmethyl)-S-(4-methylphenyl)sulfoximide
• CAS No.: 177796-05-3
• Molecular Formula: C₂₄H₄₁NO₂SSi
• Molecular Weight: 435.747

Synonyms:(+)-(S_S)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)methyl-2-methylpropyl]-S-(cyclopent-1-en-1-ylmethyl)-S-(4-methylphenyl)sulfoximide

Chemical Property of (+)-(S_S)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)methyl-2-methylpropyl]-S-(cyclopent-1-en-1-ylmethyl)-S-(4-methylphenyl)sulfoximide

Chemical Property:

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Technology Process of (+)-(S_S)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)methyl-2-methylpropyl]-S-(cyclopent-1-en-1-ylmethyl)-S-(4-methylphenyl)sulfoximide

There total 4 articles about (+)-(S_S)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)methyl-2-methylpropyl]-S-(cyclopent-1-en-1-ylmethyl)-S-(4-methylphenyl)sulfoximide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(2S,4R)-4-Isopropyl-2-p-tolyl-4H,5H-2λ4-[1,2,3]oxathiazole 2-oxide (170900-87-5) → (+)-(SS)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)methyl-2-methylpropyl]-S-(cyclopent-1-en-1-ylmethyl)-S-(4-methylphenyl)sulfoximide (177796-05-3)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran; diethyl ether / -78 °C

2: EtMe₂N, DMAP / CH₂Cl₂ / 18 h

3: 1.) n-BuLi, 3.) trimethylsilyl triflate, 4.) n-BuLi

With dmap; n-butyllithium; N,N-dimethyl-ethanamine; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/ja9530735

Reference yield:

C13H21NO2S → (+)-(SS)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)methyl-2-methylpropyl]-S-(cyclopent-1-en-1-ylmethyl)-S-(4-methylphenyl)sulfoximide (177796-05-3)

Guidance literature:

Multi-step reaction with 2 steps

1: EtMe₂N, DMAP / CH₂Cl₂ / 18 h

2: 1.) n-BuLi, 3.) trimethylsilyl triflate, 4.) n-BuLi

With dmap; n-butyllithium; N,N-dimethyl-ethanamine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;

DOI:10.1021/ja9530735

Reference yield:

cyclopentanone (120-92-3) + (+)-(SS)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)-methyl-2-methylpropyl]-S-methyl-S-(4-methylphenyl)sulfoximide (177796-04-2) → (+)-(SS)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)methyl-2-methylpropyl]-S-(cyclopent-1-en-1-ylmethyl)-S-(4-methylphenyl)sulfoximide (177796-05-3)

Guidance literature:

With n-butyllithium; trimethylsilyl trifluoromethanesulfonate; Yield given. Multistep reaction;

DOI:10.1021/ja9530735

upstream raw materials:

cyclopentanone

(+)-(S_S)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)-methyl-2-methylpropyl]-S-methyl-S-(4-methylphenyl)sulfoximide

(2S,4R)-4-Isopropyl-2-p-tolyl-4H,5H-2λ⁴-[1,2,3]oxathiazole 2-oxide

Downstream raw materials:

(+)-(1S,3S,4R,5R)-(S_S)-N(1R)-N-[1-((tert-butyldimethylsilyl)oxy)methyl-2-methylpropyl]-4-hydroxy-3-phenyl-1-(4-methylphenylsulfonimidoylmethyl)-2-aza-(N-tert-butoxycarbonyl)-bicyclo[3.3.0]octane

C₄₀H₆₁N₃O₅SSi

C₄₂H₅₈N₂O₅SSi

(-)-(S_S,N(1R),1R,1'R,2S,2'Z)-1-(2'-{[N-(1-{[(tert-butyldimethylsilyl)oxy]methyl}-2-methylpropyl)-S-4-(methylphenyl)sulfonimidoyl]methylene}cyclopent-1'-yl)-2-[(tert-butyldimethylsilyl)oxy]propan-1-ol

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